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Sailing Holidays 101: Preparing Yourself with Practical Sailing Skills

  • mollyservd
  • Aug 14
  • 3 min read

Updated: Aug 20

 Why a Sailing Holiday is Different from Any Other Trip

A sailing holiday offers something no resort or cruise ship can match, total freedom. You choose your route, drop anchor in secluded bays, and wake up to a new view every morning. But to truly enjoy it, you need more than a love for the sea, you need the practical skills to handle your boat with confidence.

At Ramsgate Sailing School, we’ve helped countless holidaymakers turn their sailing trip from “beautiful but stressful” into “smooth, safe, and unforgettable.”


The Top Reasons to Train Before Your Holiday

1. More Freedom, Less Reliance on Skippers - If you join a flotilla or bareboat charter, having skills means you’re not dependent on others for every manoeuvre. You can helm, anchor, and dock without needing constant help.

2. Safety in Unfamiliar Waters - Even in calm, sunny destinations, things can change fast. Knowing what to do in an emergency gives you and your crew peace of mind.

3. Maximise Your Time in Paradise - Instead of learning basics on the go, you’ll arrive ready to sail,  meaning more time exploring and less time second-guessing which rope does what.


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Essential Sailing Skills to Learn Before You Go

Sail Handling

  • Raising, lowering, and trimming sails for different wind angles.

  • Reefing to reduce sail in stronger winds.

  • Understanding the mainsail and headsail working together.


Helming & Steering in Marinas

  • How to keep a steady course under sail and engine.

  • Techniques for manoeuvring in tight marina spaces.

  • Using prop walk and tide to your advantage.


Anchoring Like a Pro

  • Choosing a safe anchorage.

  • Laying the correct amount of chain/rope.

  • Checking your anchor is holding.


Safety & Communication

  • VHF radio basics, calling for assistance or communicating with marinas.

  • Man-overboard recovery drills.

  • Understanding local navigation rules


Why Train in Ramsgate Before Heading Abroad

Training in Ramsgate gives you a mix of calm, sheltered conditions and open-water challenges, the perfect preparation for the variety you’ll face on holiday. The tidal waters of the Kent coast also teach you to read currents and weather patterns, making non-tidal holiday destinations feel easy by comparison

Plus, our RYA-qualified instructors tailor lessons to your holiday plans, whether that’s island-hopping in Greece, exploring the Croatian coastline, or navigating the BVI.


Holiday Destinations That Pair Perfectly with Your New Sailing Skills

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  • Greek Islands - crystal-clear waters, gentle breezes, and countless secluded bays.

  • Croatia - stunning medieval ports and calm, sheltered sailing routes.

  • Caribbean - warm trade winds and tropical anchorages.

  • Norwegian Fjords - dramatic scenery for the adventurous sailor.

We’ll even help you decide which destination suits your experience level.


Pro Tips for a Stress-Free Sailing Holiday

  1. Get Certified if You Can - Many holiday yacht companies require an RYA Day Skipper or Competent Crew certificate for boat charters. 

  2. Practise in Different Conditions - Calm weather is great, but practising in a variety of wind strengths prepares you for surprises abroad.

  3. Learn a Few Local Phrases - If you’re sailing overseas, knowing how to say “Hello,” “Thank you,” and “Where’s the fuel dock?” goes a long way.


How Ramsgate Sailing School Prepares You

  • Custom Holiday Prep Courses - we tailor lessons to your chosen destination and boat type.

  • Hands-On Training - no sitting in a classroom for hours; you’re on the water from the start.

  • Local Knowledge - learn from instructors who’ve sailed the same holiday routes you’re planning.


So, what are you waiting for!

🌊 Don’t just book the dream… sail it. Join a holiday prep course at Ramsgate Sailing School and head abroad with confidence. Call us on 07932 046326 or click www.ramsgatesailing.com to book your place today.


 
 
 

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